Problem: Provide a stable structure for the following compound: C9H10O3; IR: 2300-3200, 1710, 1600 cm-1; 1H NMR spectrum:

FREE Expert Solution

IHD, Degrees of unsaturation:

IHD =(2n+2)-H2IHD =(29+2)-102=5

  • n = 9, there are 10 H's, no halogens (X) or N
    • IHD = 1 (double bond or ring)
    • IHD = 2 (triple bond)

Carboxylic Acids IR: 

  • OH stretch 3200 – 2500 cm-1
  • C=O stretch→ 1765 – 1735 cm-1
    • 2300 - 3200 cm-1  → OH stretch
    • 1710, → C=O stretch
    • 1600 cm-1 → C=C bonds 

NMR data: 

  • 1H singlet → 11.7 ppm → indicates OH (given)
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Problem Details

Provide a stable structure for the following compound: C9H10O3

IR: 2300-3200, 1710, 1600 cm-1; 

1H NMR spectrum:

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